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American History

Wild Streets: The Most Lawless Cities in U.S. History

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16. Portland, Oregon

16. Portland, Oregon
Dimly lit brick archways and aged wooden beams reveal the mysterious depths of Portland’s historic Shanghai Tunnels beneath the old port. | Image source: Image by Unknown (Unknown) on Wikimedia Commons

Late-1800s Portland was notorious for its Shanghai tunnels, where unsuspecting men were kidnapped and sold into forced labor aboard ships. The city’s bustling port became a haven for crime, with gangs and corrupt officials profiting from these shadowy dealings. As the Oregon Historical Society documents, the city’s legacy of shanghaiing and vice contributed to its reputation as one of the most lawless ports on the West Coast.

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